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A9272

Sigma-Aldrich

Adenosine 3′-monophosphate

from yeast

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Synonym(s):
3′-AMP, 3′-Adenylic acid
Empirical Formula (Hill Notation):
C10H14N5O7P
CAS Number:
84-21-9
Molecular Weight:
347.22
Beilstein:
54478
EC Number:
201-521-8
MDL number:
MFCD00005746
eCl@ss:
32160414
PubChem Substance ID:
24891429
NACRES:
NA.51

biological source

yeast

Quality Level

200

Assay

≥98% (HPLC)

form

powder

solubility

1 N NH4OH: 50 mg/mL, clear, colorless

storage temp.

−20°C

SMILES string

Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO)[C@@H](OP(O)(O)=O)[C@H]3O

InChI

1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(17)7(4(1-16)21-10)22-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1

InChI key

LNQVTSROQXJCDD-KQYNXXCUSA-N

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Application

Adenosine 3′-monophosphate (3′-AMP) is a metabolite produced from hydrolysis of 2′,3′-cAMP by a family of metal-dependent phosphodiesterases. 3′-AMP inhibits proliferation of preglomerular vascular smooth muscle cells and glomerular mesangial cells via A2B receptors. 2′,3′-cAMP and 3′-AMP represent a new unexplored pathway for adenosine-based cell regulation.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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